The Best Hotels to Book in Annapolis, Maryland

This vintage-modern hotel has a quintessential Annapolis vibe with contemporary flair. The restaurant and bar feel like an Ivy League presidential lodge and the rooms make you feel like you’re enrolled in the US Naval Academy just a few blocks away. And the best part? You can bring your pet with you! With plenty of parks and gardens to explore nearby, you can go for a walk with or without your four-legged friend.

If you’re a medieval enthusiast heading to the annual Maryland Renaissance Festival, this hotel is just a short distance away. Situated just outside Annapolis, it is also well-positioned for both exploring the city and hiking nearby trails. At the end of a long day, you can relax in the seasonal, outdoor, Olympic-size pool or enjoy regional bites at the hotel’s in-house restaurant.

Upscale accommodations that reflect their surroundings are the mark of Autograph Collection Hotels, and the Annapolis Waterfront Hotel is no exception. The expansive rooms feel more like luxury vacation homes than hotel rooms with a clean, bright and nautical look. The location is also excellent: you can step onto your balcony to view the marina or walk outside the hotel and already be downtown.

This modern, luxury Annapolis hotel has an entirely different feel from the historic cobblestone streets of the city. Though it was designed to attract business travelers and those working in the state legislature, it makes for a sleek vacation stay only a few blocks away. When it’s time to relax, you can chill in the sizable indoor pool or chow down on some classic American fare at the in-house restaurant.

When it comes to comfort, Crowne Plaza’s got you covered. Choose from various guest rooms and suites, including a presidential suite with both a living and dining area. After checking in, swim laps in the indoor pool or do some cardio in the large gym. There is also a small convenience market so you can grab something on your way out, whether you’re headed to Waterworks Park, Westfield Annapolis, the Pennsylvania Dutch Farmers’ Market or any of the other nearby attractions.

If you’re looking for somewhere a little different to stay in Annapolis, Historic Inns of Annapolis allows you to choose between three restored Victorian hotels. When you stay here, you won’t just visit Annapolis, you’ll be fully immersed in the city’s atmosphere and history. You won’t have to give up contemporary comforts, though – modern amenities have been woven into the meticulously refurbished design.

Comfort and value are the markers of this west Annapolis hotel. If you’re planning an extended stay, book a spacious suite. When you need snacks or toiletries, essentials are available from the onsite convenience store. Want to chill outside your room? Head to the on-site American bistro or grab a media pod, where you can do work, take meetings or watch TV.

This pet-friendly Annapolis hotel offers a complimentary shuttle service to get you to your excursions during evenings and weekends. If you’re hoping to stay closer to home, you can take a dip in the hotel’s heated indoor pool and hot tub. After grabbing your complimentary breakfast, you’re in the perfect location to trek through the Waterworks Park next door or watch some jousting at the annual Maryland Renaissance Festival, less than ten minutes away.

When you stay here, you’ll have all of Annapolis at your fingertips without compromising on contemporary design or in-house dining. Located along the city’s main road, the hotel is in a prime location for accessing downtown’s cute shops and visiting the US Naval Academy. In the morning, bask in the morning sun on your suite’s terrace or enjoy a relaxing breakfast at the restaurant downstairs.

Looking for an ecofriendly place to stay in Annapolis? This hotel is solar-powered and also offers electric charging stations for vehicles. Since every room is a suite, it’s also an excellent choice if you’re planning a longer stay. All suites feature a kitchenette and a large living room, so you can spread out and make yourself comfortable. You’ll be able to get some reps in at the on-site gym, which has both cardio machines and free weights, or you can take it easy in the indoor pool and hot tub.